Methylamine → HCID 178485035, compound

HRID 1900755Notes

Reaction equation

HRID 1900755 reaction equation
[C:1]([N:3]=[C:4](SC)[NH:5][CH2:6][CH:7]1[O:21][C:10]2=[C:11]3[C:16](=[C:17]([CH3:19])[CH:18]=[C:9]2[CH2:8]1)[NH:15][C:14](=[O:20])[CH:13]=[CH:12]3)#[N:2].[CH3:24][NH2:25]>C(O)C.CN(C)C=O>[C:1]([N:3]=[C:4]([NH:25][CH3:24])[NH:5][CH2:6][CH:7]1[O:21][C:10]2=[C:11]3[C:16](=[C:17]([CH3:19])[CH:18]=[C:9]2[CH2:8]1)[NH:15][C:14](=[O:20])[CH:13]=[CH:12]3)#[N:2]

Participants

5

Reactant 2

HCID 6329MethylamineHCID 178503897HCID 178503897, compound

Product 1

HCID 178485035HCID 178485035, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

The compound obtained in Example 212 (0.66 g, 2.01 mmol) was dissolved in a mixture of ethanol (30 ml) and dimethylformamide (50 ml). To the obtained solution, 30% methylamine in ethanol (25 ml) was added and stirred at 80° C. for 1.5 hours. The solvent was distilled off under reduced pressure, and the residue was washed with ethanol. 0.626 g (assayed quantitatively) of the title compound was obtained as a pale yellow solid. The solid was recrystallized from chloroform--methanol--ether, to obtain the title compound as colorless needles (mp. 262°-265° C. (dec.)).

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. washthe residue was washed with ethanol

Sources & evidence

ORD record
ord-043bad028b5b44f4a80f20fa539e9090
Source dataset
uspto-grants-1996_11
Patent number
US05576324

Reaction notes

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